Made up of St. Croix, St. John and St. Thomas, the laidback USVI offer sophisticated dining, turquoise waters and quaint towns. On St. Croix, Christiansted's colorful Danish Colonial buildings provide a lovely backdrop for dining or sailing. Underwater coral gardens are heaven for divers. On St. Thomas, shopping mecca Charlotte Amalie has hopping nightlife. Tranquil St. John offers quiet trails, secluded coves and lively Cruz Bay's shops and bars. Ferries and local air services link the islands.

Like all of the U.S. Virgin Islands, St. Thomas has plenty of opportunities to lounge on the beach, splash in the sea, or amp it up with watersports. It also boasts a bountiful duty-free shopping scene – just be prepared to brave the cruise ship crowds. Charlotte Amalie swells with Danish colonial architecture and pirate legend. Shiver ye timbers at Blackbeard’s Castle, then work up an appetite by climbing the historic 99 Steps, constructed from the ballast bricks of 18th century Danish ships.

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.

Turks and Caicos is an excellent destination for divers and snorklers. Smith’s Reef in Provo is one of the area’s most popular dive spots, thanks to a diverse collection of sea creatures in a spectrum of electric colors. For a completely different vibe, explore the black coral and submerged overhangs of Black Forest or kayak the bright turquoise waters of Chalk Sound. Both the Caicos Conch Farm and the bird sanctuary on uninhabited French Cay offer unique ways to commune with local wildlife.

U.S. citizens still need to jump through a few hoops to visit Cuba, but as visitors from around the world know, this island offers some amazing opportunities for cultural exchange. Havana is a mix of old-world architecture and of-the-moment culture. Head out of the capital city to the small town of Trinidad to see more Spanish colonial architecture. It’s a UNESCO World Heritage Site and a fantastic home base for a visit to the Valley of the Sugar Mills, a pocket of land that formerly served as the center of Cuba’s sugar industry.

Stretching 126 miles south toward Cuba, the stunning Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

Sunny Cancun has much more to offer than its party-town reputation might suggest. Plenty of gorgeous, drama-free family resorts cater to folks who want to experience the tropical Yucatan climate. There are significant Mayan ruins here, such as El Rey and the Yamil Lu’um, a crumbling tower of pale gray stone. Learn more about this ancient civilization at the Museo Maya de Cancun. For a literal taste of Mexico, take a tour of the Museo Sensorial del Tequila.

Strolling, shopping, and sipping tequila along the Malecon boardwalk of Puerto Vallarta is the best way to kick off your vacation. Then hit the cobblestone streets of Old Vallarta to browse the flea market for handmade crafts. The calm, warm waters of the Bay of Banderas make for excellent diving, or you can just watch artists sculpt spectacular creations in the sand. The cluster of fine art galleries in El Centro are perfect spots to hit on a self-guided art tour.

As a well-known destination for both spring breakers and A-list travelers in need of a getaway, Cabo San Lucas has definite vacation cred. The beaches here range in temperament, from the serene waters of the Sea of Cortez and Playa del Amor to the kickin’ waves of Zippers, a surfing paradise. If you care to romp with locals, head to the coves and rock formations of the Cannery beaches. Kids will have a blast communing with the local animals by swimming with dolphins or taking a camel ride through the Desert Park Natural Reserve.